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Synthesis and photophysical properties of pyrene-based light-emitting monomers: highly pure-blue-fluorescent, cruciform-shaped architectures

journal contribution
posted on 2014-08-15, 11:05 authored by Jian-Yong Hu, Masanao Era, Mark ElsegoodMark Elsegood, Takehiko Yamato
A new series of pyrene-based, pure-blue, fluorescent, stable monomers, namely 2,7-di-tert-butyl-4,5,9,10-tetrakis(p-R-phenylethynyl)pyrenes, have been successfully synthesised by Pd/Cu-catalysed Sonogashira coupling in excellent yield. The cruciform-shaped, π-conjugated structures were fully characterised by 1H/13C NMR and IR spectroscopy, mass spectrometry and elemental analysis. As revealed from single-crystal X-ray analysis, there is a herringbone pattern between stacked columns, but the π-π stacking distance of adjacent pyrene units was not especially short at about 5.82 Å due to the introduction of the two bulky tBu groups in the pyrene rings at the 2- and 7-positions. The photophysical properties of these monomers were carefully examined in different organic solvents, and these data strongly indicate their promising application as blue-emitting materials in organic light-emitting diodes (OLEDs).

Funding

We thank the CANON Company and the Royal Society of Chemistry for financial support.

History

School

  • Science

Department

  • Chemistry

Published in

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY

Issue

1

Pages

72 - 79 (8)

Citation

HU, J-Y. ... et al., 2010. Synthesis and photophysical properties of pyrene-based light-emitting monomers: highly pure-blue-fluorescent, cruciform-shaped architectures. European Journal of Organic Chemistry, 2010(1), pp.72-79.

Publisher

© Wiley-VCH Verlag GmbH 72 & Co.

Version

  • NA (Not Applicable or Unknown)

Publication date

2010

Notes

This item is Closed Access.

ISSN

1434-193X

Language

  • en